1.0 2011-09-21 00:38:52 UTC 2015-07-21 06:57:58 UTC FDB024036 Ubiquinone Q2 Coenzyme Q functions as an electron carrier and reversibly changes to either an oxidized (CoQ), intermediate (CoQ), or reduced (CoQH2) form within a biomembrane. The Coenzyme Q2 (CoQH2) form also acts as an antioxidant and prevents cell death, and thus has been successfully used as a supplement. On the other hand, the value of the CoQ/CoQH2 ratio has been shown to increase in a number of diseases, presumably due to an anti-proliferative effect involving CoQ. Induction of apoptosis by CoQ2 is dependent on p53 protein levels. Moreover, CoQ2 induces reactive oxygen species (ROS) and the phosphorylation of p53. An antioxidant, l-ascorbic acid, inhibited CoQ2-induced p53 phosphorylation and further apoptotic stimuli. (PMID: 15905035) [HMDB] (e)-2-(3,7-Dimethyl-2,6-octadienyl)-5,6-dimethoxy-3-methyl-P-benzoquinone 2-(3,7-dimethyl-2,6-octadienyl)-5,6-dimethoxy-3-methyl- p-Benzoquinone 2-(3,7-dimethyl-2,6-octadienyl)-5,6-dimethoxy-3-methyl-2,5-Cyclohexadiene-1,4-dione 2-[(2E)-3,7-dimethyl-2,6-octadienyl]-5,6-dimethoxy-3-methyl- p-Benzoquinone 2-[(2e)-3,7-Dimethyl-2,6-octadienyl]-5,6-dimethoxy-3-methyl- P-benzoquinone 2-[(2e)-3,7-Dimethylocta-2,6-dien-1-yl]-5,6-dimethoxy-3-methyl-1,4-benzoquinone 2,3-Dimethoxy-5-geranyl-6-methyl-1,4-benzoquinone Coenzyme Q2 Q 2 Ubiquinone 2 UBIQUINONE-2 C19H26O4 318.4073 318.18310932 2-[(2E)-3,7-dimethylocta-2,6-dien-1-yl]-5,6-dimethoxy-3-methylcyclohexa-2,5-diene-1,4-dione coenzyme-Q 606-06-4 COC1=C(OC)C(=O)C(C\C=C(/C)CCC=C(C)C)=C(C)C1=O InChI=1S/C19H26O4/c1-12(2)8-7-9-13(3)10-11-15-14(4)16(20)18(22-5)19(23-6)17(15)21/h8,10H,7,9,11H2,1-6H3/b13-10+ SQQWBSBBCSFQGC-JLHYYAGUSA-N belongs to the class of organic compounds known as ubiquinones. These are coenzyme Q derivatives containing a 5, 6-dimethoxy-3-methyl(1,4-benzoquinone) moiety to which an isoprenyl group is attached at ring position 2(or 6). Ubiquinones Organic compounds Lipids and lipid-like molecules Prenol lipids Quinone and hydroquinone lipids Aliphatic homomonocyclic compounds Hydrocarbon derivatives Monocyclic monoterpenoids Organic oxides P-benzoquinones Vinylogous esters Aliphatic homomonocyclic compound Carbonyl group Cyclic ketone Hydrocarbon derivative Ketone Monocyclic monoterpenoid Monoterpenoid Organic oxide Organic oxygen compound Organooxygen compound P-benzoquinone Quinone Ubiquinone skeleton Vinylogous ester ubiquinones ubiquinones Solid logp 3.75 ALOGPS logs -4.50 ALOGPS solubility 1.00e-02 g/l ALOGPS logp 3.88 ChemAxon pka_strongest_basic -4.7 ChemAxon iupac 2-[(2E)-3,7-dimethylocta-2,6-dien-1-yl]-5,6-dimethoxy-3-methylcyclohexa-2,5-diene-1,4-dione ChemAxon average_mass 318.4073 ChemAxon mono_mass 318.18310932 ChemAxon smiles COC1=C(OC)C(=O)C(C\C=C(/C)CCC=C(C)C)=C(C)C1=O ChemAxon formula C19H26O4 ChemAxon inchi InChI=1S/C19H26O4/c1-12(2)8-7-9-13(3)10-11-15-14(4)16(20)18(22-5)19(23-6)17(15)21/h8,10H,7,9,11H2,1-6H3/b13-10+ ChemAxon inchikey SQQWBSBBCSFQGC-JLHYYAGUSA-N ChemAxon polar_surface_area 52.6 ChemAxon refractivity 96.18 ChemAxon polarizability 36.45 ChemAxon rotatable_bond_count 7 ChemAxon acceptor_count 4 ChemAxon donor_count 0 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Specdb::CMs 24661 Specdb::CMs 163701 Specdb::NmrOneD 247108 Specdb::NmrOneD 247109 Specdb::NmrOneD 247110 Specdb::NmrOneD 247111 Specdb::NmrOneD 247112 Specdb::NmrOneD 247113 Specdb::NmrOneD 247114 Specdb::NmrOneD 247115 Specdb::NmrOneD 247116 Specdb::NmrOneD 247117 Specdb::NmrOneD 247118 Specdb::NmrOneD 247119 Specdb::NmrOneD 247120 Specdb::NmrOneD 247121 Specdb::NmrOneD 247122 Specdb::NmrOneD 247123 Specdb::NmrOneD 247124 Specdb::NmrOneD 247125 Specdb::NmrOneD 247126 Specdb::NmrOneD 247127 Specdb::MsMs 24554 Specdb::MsMs 24555 Specdb::MsMs 24556 Specdb::MsMs 31112 Specdb::MsMs 31113 Specdb::MsMs 31114 Specdb::MsMs 2235689 Specdb::MsMs 2237853 Specdb::MsMs 2239732 Specdb::MsMs 2241845 Specdb::MsMs 2705177 Specdb::MsMs 2705178 Specdb::MsMs 2705179 Specdb::MsMs 3002983 Specdb::MsMs 3002984 Specdb::MsMs 3002985 HMDB06709 UQ2 #<Reference:0x000055ce324e56f0> Anatidae Type 1 specific Anatidae 8830 Beefalo Type 1 specific Bos taurus X Bison bison 297284 Bison Type 1 specific Bison bison 9901 Buffalo Type 1 specific Bubalus bubalis 89462 Cattle (Beef, Veal) Type 1 specific Bos taurus 9913 Chicken Type 1 specific Gallus gallus 9031 Columbidae (Dove, Pigeon) Type 1 specific Columbidae 8930 Deer Type 1 specific Cervidae 9850 Domestic goat Type 1 specific Capra aegagrus hircus 9925 Domestic pig Type 1 specific Sus scrofa domestica 9825 Elk Type 1 specific Cervus canadensis 1574408 Emu Type 1 specific Dromaius novaehollandiae 8790 European rabbit Type 1 specific Oryctolagus 9984 Greylag goose Type 1 specific Anser anser 8843 Guinea hen Type 1 specific Numida meleagris 8996 Horse Type 1 specific Equus caballus 9796 Mallard duck Type 1 specific Anas platyrhynchos 8839 Mountain hare Type 1 specific Lepus timidus 62621 Mule deer Type 1 specific Odocoileus 9871 Ostrich Type 1 specific Struthio camelus 8801 Pheasant Type 1 specific Phasianus colchicus 9054 Quail Type 1 specific Phasianidae 9005 Rabbit Type 1 specific Leporidae 9979 Rock ptarmigan Type 1 specific Lagopus muta 64668 Sheep (Mutton, Lamb) Type 1 specific Ovis aries 9940 Squab Type 1 specific Columba 8931 Turkey Type 1 specific Meleagris gallopavo 9103 Velvet duck Type 1 specific Melanitta fusca 371864 Wild boar Type 1 specific Sus scrofa 9823 Acyl carrier protein, mitochondrial O14561 NDUFAB1 Cytochrome b-c1 complex subunit 7 P14927 UQCRB Cytochrome b-c1 complex subunit 8 O14949 UQCRQ Cytochrome b-c1 complex subunit Rieske, mitochondrial P47985 UQCRFS1 NADH dehydrogenase (Ubiquinone) 1 beta subcomplex, 2, 8kDa A4D1T5 NDUFB2 NADH dehydrogenase [ubiquinone] 1 alpha subcomplex subunit 1 O15239 NDUFA1 NADH dehydrogenase [ubiquinone] 1 alpha subcomplex subunit 11 Q86Y39 NDUFA11 NADH dehydrogenase [ubiquinone] 1 alpha subcomplex subunit 12 Q9UI09 NDUFA12 NADH dehydrogenase [ubiquinone] 1 alpha subcomplex subunit 13 Q9P0J0 NDUFA13 NADH dehydrogenase [ubiquinone] 1 alpha subcomplex subunit 2 O43678 NDUFA2 NADH dehydrogenase [ubiquinone] 1 alpha subcomplex subunit 3 O95167 NDUFA3 NADH dehydrogenase [ubiquinone] 1 alpha subcomplex subunit 4 O00483 NDUFA4 NADH dehydrogenase [ubiquinone] 1 alpha subcomplex subunit 4-like 2 Q9NRX3 NDUFA4L2 NADH dehydrogenase [ubiquinone] 1 alpha subcomplex subunit 5 Q16718 NDUFA5 NADH dehydrogenase [ubiquinone] 1 alpha subcomplex subunit 6 P56556 NDUFA6 NADH dehydrogenase [ubiquinone] 1 alpha subcomplex subunit 7 O95182 NDUFA7 NADH dehydrogenase [ubiquinone] 1 alpha subcomplex subunit 8 P51970 NDUFA8 NADH dehydrogenase [ubiquinone] 1 beta subcomplex subunit 1 O75438 NDUFB1 NADH dehydrogenase [ubiquinone] 1 beta subcomplex subunit 11, mitochondrial Q9NX14 NDUFB11 NADH dehydrogenase [ubiquinone] 1 beta subcomplex subunit 3 O43676 NDUFB3 NADH dehydrogenase [ubiquinone] 1 beta subcomplex subunit 4 O95168 NDUFB4 NADH dehydrogenase [ubiquinone] 1 beta subcomplex subunit 5, mitochondrial O43674 NDUFB5 NADH dehydrogenase [ubiquinone] 1 beta subcomplex subunit 7 P17568 NDUFB7 NADH dehydrogenase [ubiquinone] 1 beta subcomplex subunit 9 Q9Y6M9 NDUFB9 NADH dehydrogenase [ubiquinone] 1 subunit C2 O95298 NDUFC2